102860-03-7

Upstream product

• 95121-79-2 2-methallyl N-phenylacetimidate 
• 103-84-4 Acetanilid 
• 563-47-3 3-Chloro-2-methylpropene 
• 563-52-0 2-chloro-3-butene 
• 62-53-3 aniline 
• 1458-98-6 2-methyl-3-bromo-1-propene 
• 19655-72-2 ethyl N-phenylacetimidate 

Downstream Products

• 64450-18-6 N-(2-oxopropyl)-N-phenyl-acetamide 
• 1914-02-9 3,3-dimethylindoline 

Relevant academic research and scientific papers

A novel, efficient synthesis of 3,3,-dimethylindoline

The Lewis acid mediated cyclisation of N-methallylacetanilide, followed by hydrolysis to give 3,3-dimethylindoline in excellent yield is described.

Silver-Catalyzed Radical Arylphosphorylation of Unactivated Alkenes: Synthesis of 3-Phosphonoalkyl Indolines

A silver-catalyzed phosphorylation/cyclization cascade of N-allyl anilines was developed, allowing direct access to 3-phosphonoalkyl indolines, which were previously obtainable only via tedious procedures under harsh/toxic conditions. The unactivated double bond serves as the radical acceptor, whereas H-phosphonates or -phosphine oxides act as the radical precursor. This protocol features simple operation, broad substrate scope, and great exo selectivity, and a gram-scale synthesis could be readily carried out.

Copper-promoted difunctionalization of unactivated alkenes with silanes

An efficient copper-catalyzed cascade difunctionalization of N-allyl anilines toward the synthesis of silylated indolines using commercially available silanes has been reported. This strategy provides a new avenue for the synthesis of a diverse array of i

Cu-Mediated Synthesis of Indolines and Dihydroisoquinolinones through Arylperfluoroalkylation of Unactivated Alkenes

The copper-mediated fluroalkylation/cyclization of N-allyl anilines has been described using fluoroalkyl iodides as fluoroalkylation reagents for the first time. The reaction provides an efficient and direct access to 3-fluoroalkyl indolines in moderate to good yields with unactivated double bonds as the radical acceptor. This protocol combines a simple experimental procedure with low-costing fluoroalkylated sources and excellent functional group tolerance.

Synthesis of CF3CH2-Containing Indolines by Transition-Metal-Free Aryltrifluoromethylation of Unactivated Alkenes

With an unactivated double bond as the radical acceptor, allyl amines underwent a metal-free trifluoromethylation/cyclization cascade with CF3SO2Na (Langlois' reagent), affording CF3CH2-containing indolines and tetrahydroisoquinolines, whose practical syntheses are significant challenges. This protocol features mild conditions, low cost, and a broad substrate scope.

Synthesis of N-Heterocycles by Dehydrogenative Annulation of N-Allyl Amides with 1,3-Dicarbonyl Compounds

Dehydrogenative annulation under oxidizing reagent-free conditions is an ideal strategy to construct cyclic structures. Reported herein is an unprecedented synthesis of pyrrolidine and tetrahydropyridine derivatives through electrochemical dehydrogenative annulation of N-allyl amides with 1,3-dicarbonyl compounds. The electrolytic method employs an organic redox catalyst, which obviates the need for oxidizing reagents and transition-metal catalysts. In these reactions, the N-allyl amides serve as a four-atom donor to react with dimethyl malonate to give pyrrolidines by a (4+1) annulation, or with β-ketoesters to afford tetrahydropyridine derivatives by a (4+2) annulation.

Synthetic method of CF3-containing indoline and 1,2,3,4-tetrahydroisoquinoline

The invention discloses a synthetic method of CF3-containing indoline and 1,2,3,4-tetrahydroisoquinoline and relates to the technical field of compound synthesis. The synthetic method herein is basedon metal-free trifluoromethylation/cyclization free radical cascade reaction using a nonactive olefin dual-bond as a free radical receptor; the reaction aforementioned helps synthesize, in one step, CF3-containing indoline and 1,2,3,4-tetrahydroisoquinoline. The synthetic method herein has the significant advantages of mild conditions, good operational simplicity, low cost, wide substrate range, good exo selectivity and the like.

Palladium-catalyzed oxidative arylalkylation of unactivated alkenes: Dual C-H bond cleavage of anilines and acetonitrile

A palladium-catalyzed oxidative arylalkylation of unactivated alkenes involving dual C-H bond cleavage of arene and acetonitrile was developed. This reaction was promoted by pyridine as a ligand, and the ratio of palladium to pyridine is vital for this transformation. A series of nitrile-containing indolines were efficiently provided in moderate to good yields. Copyright

COMPOUNDS AND METHODS

Disclosed are compounds having the formula (I): wherein R1, R2, R3, R4, R5, and R6 are as defined herein, and methods of making and using the same.

METHOD FOR PRODUCING 5-BROMO-3,3-DIMETHYL-2,3-DIHYDRO-1H-INDOLE HYDROCHLORIDE

The invention relates to 5-bromo-3,3-dimethyl-2,3-dihydro-1H-indole hydrochloride and to a method for producing said compound by the bromination of 1-acetyl-3,3-dimethyl-2,3-dihydro indole and a subsequent alkaline hydrolysis.